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Jefferson High School Homes For Sale

Sitting amid 30 acres of land on the north west side of San Antonio, is the beautiful and historic campus of Thomas Jefferson High School. It was built in 1931-32 with the assistance of local artisans and craftsmen. In 1929 only two high schools existed in San Antonio, Brackenridge High on the South Side of town and Main Avenue High on the North. While Brackenridge was somewhat new at that time, the Main Avenue High campus was showing its age and due to population growth in the northern areas of town, it was also extremely crowded.

The citizens of San Antonio passed a $3,700,000 school bond proposal and the newly founded senior high school referred to in Life magazine as “the most outstanding high school in America” was to the last project in this public school building program.

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Jefferson High School Homes For Sale

$1,175,000
4 Beds ⋅ 3 Baths ⋅ 2003633 MLS ⋅ ACTIVE Status
Commanding San Antonio skyline views from inside and out from a variety of rooms, patios and elevations! Single-level living and an extensive renovation define this distinctive Oak Hills estate. Set on approximately 0.58 acre beneath mature trees with no mandatory HOA, the 4,136-square-foot home offers four bedrooms, 2.5 baths and substantial system upgrades only minutes from the Medical Center. The renovation extends well beyond finishes, fixtures and appliances and our pictures simply couldn't capture all areas touched. Key items include electrical rewiring and new interior panels, updated plumbing and gas lines, a five-ton Ruud condenser, new ducting and vents, low-E windows and sliding doors, added insulation, new drywall and flooring, cement soffits, roof shingles and decking replaced where needed, a gas fireplace and hydro jet sewer cleanout. Redesigned retaining walls and backyard steps. No details too large or two small! Combine all this with multiple patios, a circular drive, and the expansive grounds still offer room to imagine a pool, sport court, garden or an additional outdoor retreat. To truly grasp the presence and scale of this residence, a private tour is essential. City permits, inspections, testing and supporting documentation will be shared by the seller with offer submissions.

311 E Woodlake Dr, San Antonio
$895,000
4 Beds ⋅ 4 Baths ⋅ 2010322 MLS ⋅ PRICE CHANGE Status
$895,000 | 4,940 SQ. FT. | APPROX. $181/SQ. FT. - NEARLY 5,000 SQ. FT. OF FULLY REIMAGINED OAK HILLS LIVING, NOW OFFERED UNDER $900K. Exceptional space, privacy and flexibility define 3919 Midvale. This exceptional. home features four oversized bedroom suites, each with its own private full bath, a highly desirable two-bedroom-down/two-bedroom-up layout, soaring 20+ foot ceilings and exceptional indoor-outdoor entertaining-all on nearly half an acre near the South Texas Medical Center. A dramatic great room is anchored by a towering statement fireplace beneath the soaring ceiling. At the center of the home, the expansive kitchen offers abundant cabinetry and counter space, a breakfast bar and an eat-in breakfast area. Two 96-inch bifold glass door systems open fully to separate oversized decks on opposite sides of the kitchen, filling the space with natural light and creating an impressive indoor-outdoor flow from one deck, through the kitchen, to the other. The main-level primary retreat is a destination of its own, featuring a built-in electric fireplace with a dramatic floor-to-ceiling surround. The spa-inspired primary bath includes a dedicated dressing area, freestanding air-jetted tub and oversized walk-in shower. A spectacular room-sized walk-in closet provides exceptional storage and dressing space. A second ensuite bedroom is also located downstairs, while two additional oversized ensuite bedrooms and a generous loft/game room are upstairs. With every bedroom offering its own private full bath, this rare configuration provides outstanding flexibility for multigenerational living, extended family, guests or buyers who simply value space and privacy. Additional highlights include a dedicated office, multiple living and dining areas, and a climate-controlled flex room within the garage-ideal for a studio, workshop, creative space, homeschool room or second office. A circular driveway, mature trees, brick-and-stucco exterior, attached two-car garage and dual outdoor decks complete the property. Fully remodeled and designed for grand-scale living and entertaining, 3919 Midvale delivers nearly 5,000 square feet in established Oak Hills at approximately $181 per square foot. With its four private bedroom suites, exceptional two-up/two-down layout and convenient Medical Center location, this is a remarkable amount of home at $895,000. Schedule your private showing and experience the space in person.

3919 Midvale Dr, San Antonio
$750,000
3 Beds ⋅ 3 Baths ⋅ 2005438 MLS ⋅ ACTIVE OPTION Status
Experience exceptional architecture, breathtaking skyline views, and resort-style living in this remarkable custom home situated on a beautifully landscaped estate. Perfectly positioned to capture panoramic views of downtown San Antonio while surrounded by majestic oak trees, this one-of-a-kind residence blends timeless design with modern comfort. The striking exterior showcases dramatic floor-to-ceiling windows, a standing seam metal roof, extensive limestone landscaping, and impeccable curb appeal. Inside, soaring vaulted ceilings with exposed beams, walls of glass, rich wood accents, and an open-concept floor plan create warm, inviting living spaces filled with natural light. The thoughtfully updated kitchen features custom cabinetry, stainless steel appliances, stone backsplash, farmhouse sink, abundant workspace, and overlooks the main living area-ideal for entertaining. Spacious bedrooms provide peaceful retreats, including a luxurious primary suite complete with a professionally designed custom closet and built-in organization. Flexible lower-level living offers an additional bedroom, living space, or guest accommodations with private access. Step outside to your own private resort featuring a sparkling pool with beach entry and cascading waterfall, expansive flagstone decking, lush lawn, and an impressive covered pavilion with outdoor kitchen and multiple gathering areas. A tranquil cascading water feature, mature landscaping, and numerous patios create the perfect setting for entertaining or relaxing year-round. Situated on an oversized homesite with generous green space, mature trees, and spectacular downtown skyline views, this extraordinary property offers a rare combination of privacy, luxury, and convenience just minutes from the heart of San Antonio.

307 E Woodlake Dr, San Antonio
$697,000
5 Beds ⋅ 3 Baths ⋅ 1921102 MLS ⋅ ACTIVE Status
THIS HOME IS A MUST SEE MAGNIFICENT LISTING!! SELLER REVIEWING ALL REASONABLE OFFERS !!!!! This beautiful COMPLETELY renovated house inside and out has 2 complete living units to include 2nd living area in the basement. NOTE BCAD sq ft is incorrect. 1st Level 1870 sq. ft. Downstairs Basement Level 2011 sq. ft. Total sq ft. is 3881. House is Stucco & Stone - Entrance doors are Mahogany Double doors, beautiful quartz counter tops in kitchen, bathrooms and laundry rooms. All new energy efficient double pain windows. All new electrical and plumbing and new energy efficient appliances throughout. Double space saving tankless water heaters (2) Open kitchen with large kitchen island for perfect entertaining. Downdraft gas Kitchen Aid 5 burner stove. Master bath with large walk in shower with double shower heads. Walk in closets with built in shelves. NO CARPET THROUGHOUT THE HOUSE !!! Padded luxury flooring throughout the home. New 30 year Roof. Lifetime Foundation Warranty. Soft close cabinets and drawers throughout the home. 2 KITCHENS, 2 PANTRIES, 2 LAUNDRY ROOMS. Large bedroom downstairs can be used as a Flex Room or Media Room. 2 new energy efficient AC unit with 3 thermostats. FABULOUS LOCATION, EASY ACCESS TO 410 AND IH 10 AND MEDICAL CENTER. OVER SIZED LOT *** .75 ACRES.

630 E Sunshine Dr, San Antonio
$675,000
4 Beds ⋅ 5 Baths ⋅ 1850472 MLS ⋅ ACTIVE Status
This one-of-a-kind 1.5-acre estate offers incredible versatility, space, and unique features rarely found in one property. With multiple dwellings, ample parking, and impressive outdoor amenities, this home is perfect for multi-generational living, rental income, business use, or ultimate entertaining. MAIN HOUSE: The stunning main residence features four spacious bedrooms, each with its own full bathroom, ensuring comfort and privacy for everyone. A half-bath is conveniently located downstairs, perfect for guests. The first-floor owner's suite includes private access to 2nd floor office or private quarters, sprawling primary bath with 0 threshold access. Balconies in both the front and back offer breathtaking views of the property. BONUS SPACE: A side structure-originally the main house-adds incredible potential. With a basement, this space can be customized into a man cave, game room, home theater, or additional living quarters. The attached two-car garage provides ample storage for vehicles, equipment, or a workshop setup. GUEST HOUSE & PARKING: Located at the back of the property is an additional dwelling unit featuring a full kitchen, making it ideal for rental income, in-laws, guest accommodations, or a home office. The property also features covered parking for approximately 8 cars or company trucks, making it ideal for homeowners with multiple vehicles or small business owners needing secure space. OUTDOOR PARIDISE: The outdoor space is an entertainer's dream! An in-ground pool and gazebo offer the perfect setting for summer gatherings, while a huge dollhouse adds charm and excitement. With so much potential, this incredible estate is ready for you to make it your own. Whether you're looking for a spacious home, a multi-use investment property, or the ultimate entertainment destination, this home offers it all. Best of all is the easy commute to major highways, shopping and restaurants Schedule a showing today and discover all this unique property has to offer!

606 E Sunshine, San Antonio
$650,000
11 Beds ⋅ 8 Baths ⋅ 1937752 MLS ⋅ ACTIVE Status
A rare opportunity awaits! Bring your vision and restore a true piece of San Antonio history. This extraordinary three-story historic landmark, built in 1890 by renowned Texas architect James R. Gordon, is perfect for an investor or preservation-minded buyer ready to bring new life to an architectural treasure. Originally constructed as an orphanage, later serving as a Catholic mission, and most recently operating as a bed & breakfast, this property carries a rich legacy of service, community, and hospitality. Now, it awaits its next chapter. Featuring 11 bedrooms and 8 bathrooms, the layout offers incredible potential for a boutique hospitality concept, event venue, offices, or a grand restoration back to residential or mixed use (subject to zoning and city guidelines). Historic character is found throughout, including original hardwood floors, a grand staircase, wooden balcony, tin roof, original windows, and timeless clawfoot tubs. Many historic elements have been preserved over the years, maintaining the integrity and story of the home while offering a canvas for thoughtful updates and restoration. This is more than a property - it's an iconic San Antonio landmark and a rare chance to reimagine a space filled with history, character, and possibility.

802 Kentucky Ave, San Antonio
$550,900
3 Beds ⋅ 2 Baths ⋅ 1992021 MLS ⋅ ACTIVE Status
** 2 Homes in One address ** Main home is 1358 sqft has 3 bed 2 baths. Second home ( Mother in Law Suite is 1 Bed 1 bath with full kitchen, laundry and more. Tons of upgrades on both Houses, new foundations, plumbing, electrical, AC's, Roof's, hand texture on main areas, Level 3 granite throughout out both homes, Custom Cabinets with soft closing, Delta Fixtures, fully remodeled pool and jacuzzi they both can be heated pool and Jacuzzi with all new equipment a lot of flat work for parking and pool entertainment. 8 FT cedar privacy fence. 2 covered porches, Please see attached Document for upgrade list and furniture price.

1515 W Kings Hwy, San Antonio
$550,000
3 Beds ⋅ 3 Baths ⋅ 1948735 MLS ⋅ ACTIVE OPTION Status
Nestled within Monticello Park's historic neighborhood, this meticulously renovated property offers a blend of historical charm and modern conveniences. With three bedrooms and two and a half bathrooms, this home provides a spacious and inviting environment. The classical floor plan welcomes you with timeless elegance, from the captivating staircase to the hardwood floors that span the home. Oversized windows bathe the interiors in natural light and provide picturesque views of the outdoors. The kitchen, updated for contemporary living, boasts ample cabinetry, granite countertops, and stainless steel appliances. The primary bedroom is a serene retreat, featuring a generous layout complemented by a cozy sitting area and an ensuite bathroom. Exceptional closet space provides practical storage solutions while enhancing the suite's functionality. Outside, the private backyard oasis beckons with a stunning, newly constructed custom Cody pool added in 2023, and multiple seating areas, perfect for relaxation and hosting gatherings. With its seamless integration of historic charm and modern comforts, this property epitomizes the essence of luxurious living in the sought-after Monticello Park neighborhood.

218 Mary Louise, San Antonio
$550,000
3 Beds ⋅ 3 Baths ⋅ 1920128 MLS ⋅ ACTIVE Status
Positioned within the heart of San Antonio's bustling business district, this adaptable commercial property presents a rare opportunity for a variety of business ventures. Offering 3,828 square feet on a prominent corner lot, the site combines exceptional visibility with flexible functionality. Originally built in 1936 and zoned C-2NA, it accommodates a range of uses including professional office, medical, retail, or gallery space. The interior is thoughtfully arranged with a 1,627 square foot main living area featuring a full kitchen and baths, a 2,177 square foot workspace or warehouse, and a 329 square foot gallery or retail section. A 665 square foot outdoor patio provides additional versatility for future expansion or open-air business concepts. The property is equipped with four dedicated parking spaces, two street spots, and multiple entry points allowing for separate tenant access or dual business operations. Recent updates include four newer mini-split systems providing efficient climate control throughout the building. Utility capacity and site layout support a potential conversion to full commercial use or mixed-use operation. With direct access to public transportation, proximity to I-10, and a location just minutes from downtown, the property ensures consistent visibility and accessibility. Ideal for investors or owner-users seeking a high-exposure site with stable growth potential, this property offers a compelling combination of location, flexibility, and long-term value in one of San Antonio's most strategic commercial corridors.

1651 W Woodlawn, San Antonio
$465,000
4 Beds ⋅ 2 Baths ⋅ 2010943 MLS ⋅ ACTIVE Status
An extraordinary opportunity awaits you with this stunning single story in gorgeous Oak Hills area on an almost half acre lot with mature Live Oak trees. 4 spacious bedrooms. This well-maintained beauty sits high on a hill, providing spectacular views overlooking San Antonio and the gentle rolling terrain of this pristine neighborhood. Beautifully manicured with a lush arbor backdrop creates curb appeal with a nostalgic touch. Experience the graceful flow of this home and the balance between elegance and comfort. Sophisticated architectural design, fixtures and Terrazzo tile floors make this home a luxurious Entertainer's Delight! Large windows provide an abundance of natural light. The Family room features entire wall of built-in bookshelves. Fabulous Kitchen for creating culinary favorites includes a smooth top stove, built-in oven, functional design and custom cabinets. The oversized utility room is a must to see with separate sink and space for an additional refrigerator. Primary Suite is spacious for creating your own spa-like retreat! The gorgeous backyard is a private oasis with multiple sitting areas, an elevated deck, full yard sprinkler system for convenience for outdoor entertaining or relaxing evenings with your favorite beverage. Convenient to Loop 410, I-10, Medical Center, USAA, Oak Hills Country Club & Golf Course, shopping, entertainment, restaurants and more! SAISD schools.

4014 Fawnridge Dr, San Antonio
$445,000
4 Beds ⋅ 3 Baths ⋅ 1966549 MLS ⋅ ACTIVE Status
Experience elevated living in this stunning brand-new two-story home featuring 4 spacious bedrooms, 3 beautifully designed bathrooms, and luxurious finishes throughout. Flooded with natural light, the open-concept layout is centered around a chef-inspired kitchen complete with stainless steel appliances, custom cabinetry, a designer vent hood, and an oversized island overlooking the inviting living room - perfect for entertaining. A private downstairs bedroom offers the perfect flex space for a home office, guest suite, or quiet retreat, while the remaining bedrooms and spacious loft/game room are tucked away upstairs for added privacy and comfort. Nestled in a highly sought-after community with resort-style amenities including a clubhouse, pool, tennis and basketball courts, scenic jogging and bike trails, fishing pier, parks, BBQ areas, and waterfront access, this home offers the perfect blend of comfort, style, and upscale lifestyle living.

114 San Antonio Blvd, San Antonio
$419,000
4 Beds ⋅ 2 Baths ⋅ 2003979 MLS ⋅ ACTIVE Status
MAJOR PRICE REDUCTION! Stunning Total Remodel with tropical vibe located within just a few minutes to the Medical Center on a huge third of an acre lot! 4 Bed, 2 Bath, 1,850 SF single story home located directly across the street from a large park completely LOADED with new upgrades and features throughout the entire home! Built in 1959, this all brick exterior home has been completely reimagined from the studs up. Exterior & Curb Appeal, an Island Paradise: Huge circular driveway featuring an island of tropical trees and custom landscape lighting greets you as you pull up to the home. Cedar Accents: Freshly redesigned front porch wrapped in stunning cedar, anchored by two massive 8x8 solid cedar columns. Modern Upgrades: Freshly painted exterior brick, brand-new gutters, newly poured asphalt, a new privacy fence, and dusk-to-dawn exterior lighting. Open-Concept Flow: Strategically redesigned layout maximizing natural light, complemented by fresh paint, all-new interior doors, trim, and classic wood-like floors. Chef's Kitchen: The ultimate entertaining hub boasting a large centerpiece island, brand-new custom cabinetry, modern appliances, and updated lighting fixtures. Spa-Like Baths: Two completely remodeled bathrooms featuring high-end vanities, lighted mirrors, new toilets, premium custom tile work, and upgraded fixtures. Systems & Structure (Total Peace of Mind): Brand-new energy-efficient windows throughout, brand-new HVAC system, including all ductwork, brand-new tankless water heater for endless hot water. Oversized attached two-car garage. Roof is approximately 1 year old. Don't miss out on this exceptional find-schedule your tour today!

6818 Moss Oak Dr, San Antonio
$415,000
4 Beds ⋅ 2 Baths ⋅ 2010638 MLS ⋅ PRICE CHANGE Status
Room to grow, without moving twice. This 4-bedroom, 2-bath home in University Park is extensively renovated and move-in ready. Recent owner has meticulously maintained this property and is now downsizing-your opportunity to acquire well-cared-for investment or residential opportunity. The updated kitchen features a vented range hood, granite counters, all appliances included, and an open layout that flows into a spacious dining area. With two living areas and a dedicated dining area, there's plenty of room to gather, relax, and entertain. Beyond the main house: A private 840-sq-ft casita with its own driveway offers exceptional flexibility-rental income potential, guest quarters, home office, or multi-generational living. It features a downstairs bedroom, upstairs loft, full kitchen, and full bathroom. Perfect for: Investors seeking dual-unit income property * Owner-occupants wanting rental offset * Multi-generational families * Strategic buyers. Walking distance to St. Mary's University, minutes from downtown San Antonio, in a walkable, tree-lined neighborhood. Space, privacy, and flexibility you won't find twice. Schedule your showing today-opportunities like this move quickly

2414 Texas Ave, San Antonio
$411,000
3 Beds ⋅ 1 Baths ⋅ 2007443 MLS ⋅ ACTIVE Status
Historic Charm . Timeless Possibilities ** Vintage Well Loved Craftsman home in Historic Monticello Park " Looks Like Something Out of a Story book" ** Corner Lot ** ADDITIONAL DWELLING - A Fully Equipped Casita...Kitchen/Bath/Living Area Approx. 400sf ** Original Architecture Includes Unique Arches, Built-Ins Throughout, Several French Doors and Beautiful Natural Light ** Oversized Eat-in Kitchen in the Heart of the Home...Original Built-In Buffet and Custom Floor to Ceiling Shelves Framing the Window seat ** The Front Corner Room with Panoramic Windows Has a Vibe of it's Own ** Large Landscaped Backyard with Deck...A section for the Storage Units...and More Space for your Garden or Raised beds. Grab Your realtor.. and Your Vintage Vision and Come see for Yourself !!

301 Furr Dr, San Antonio
$399,000
3 Beds ⋅ 4 Baths ⋅ 2015714 MLS ⋅ NEW Status
Amazing city views from the highest point inside Loop 410! This mid-century styled home does not disappoint -- walls of glass line three sides of an outrageously large, elegant living space on the second floor. Wrap-around balconies with mid-century modern custom railings make for truly indoor/outdoor living with captivating views of the city below. Three bedrooms, EACH with private en suite, PLUS a half bath off the first floor living area. Gleaming Saltillo tile and super cool floating staircase with Saltillo steps and custom railing. Primary suite is spacious, with panoramic city views. In addition to the endless glass, you will find expansive white walls, perfect for showcasing a contemporary art collection. Secondary bedroom on first floor with private bath. Enjoy a front row perch to holiday fireworks from downtown and across the city from this highest point inside Loop 410.

4215 High Sierra, San Antonio
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